3,4,5-Trihydroxy-2-[(6,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-7-yl)oxy]benzoic acid

Details

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Internal ID 8ae75617-b296-4f54-be01-3710c0518f2b
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name 3,4,5-trihydroxy-2-[(6,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-7-yl)oxy]benzoic acid
SMILES (Canonical) C1=C2C3=C(C(=C1O)O)OC(=O)C4=CC(=C(C(=C43)OC2=O)OC5=C(C(=C(C=C5C(=O)O)O)O)O)O
SMILES (Isomeric) C1=C2C3=C(C(=C1O)O)OC(=O)C4=CC(=C(C(=C43)OC2=O)OC5=C(C(=C(C=C5C(=O)O)O)O)O)O
InChI InChI=1S/C21H10O13/c22-7-3-6(19(28)29)15(14(27)12(7)25)32-16-9(24)2-5-11-10-4(21(31)34-18(11)16)1-8(23)13(26)17(10)33-20(5)30/h1-3,22-27H,(H,28,29)
InChI Key SOYNBPXIVXMWSN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H10O13
Molecular Weight 470.30 g/mol
Exact Mass 470.01214037 g/mol
Topological Polar Surface Area (TPSA) 221.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.21
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,4,5-Trihydroxy-2-[(6,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-7-yl)oxy]benzoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6378 63.78%
Caco-2 - 0.9385 93.85%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.5663 56.63%
OATP2B1 inhibitior + 0.5812 58.12%
OATP1B1 inhibitior + 0.9001 90.01%
OATP1B3 inhibitior + 0.9628 96.28%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.4791 47.91%
P-glycoprotein inhibitior - 0.7665 76.65%
P-glycoprotein substrate - 0.9115 91.15%
CYP3A4 substrate - 0.6079 60.79%
CYP2C9 substrate - 0.7952 79.52%
CYP2D6 substrate - 0.8846 88.46%
CYP3A4 inhibition - 0.7876 78.76%
CYP2C9 inhibition - 0.8720 87.20%
CYP2C19 inhibition - 0.8408 84.08%
CYP2D6 inhibition - 0.9560 95.60%
CYP1A2 inhibition - 0.6884 68.84%
CYP2C8 inhibition + 0.5351 53.51%
CYP inhibitory promiscuity - 0.8826 88.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6916 69.16%
Eye corrosion - 0.9898 98.98%
Eye irritation + 0.6021 60.21%
Skin irritation - 0.5810 58.10%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4240 42.40%
Micronuclear + 0.9000 90.00%
Hepatotoxicity + 0.7000 70.00%
skin sensitisation - 0.8226 82.26%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7869 78.69%
Acute Oral Toxicity (c) III 0.3808 38.08%
Estrogen receptor binding + 0.7683 76.83%
Androgen receptor binding + 0.6936 69.36%
Thyroid receptor binding - 0.5428 54.28%
Glucocorticoid receptor binding + 0.7214 72.14%
Aromatase binding + 0.5253 52.53%
PPAR gamma + 0.7403 74.03%
Honey bee toxicity - 0.9242 92.42%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7250 72.50%
Fish aquatic toxicity + 0.9484 94.84%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.06% 91.11%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 94.61% 94.42%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 94.57% 83.57%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.49% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.48% 94.00%
CHEMBL3194 P02766 Transthyretin 93.87% 90.71%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 90.85% 89.34%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.27% 99.23%
CHEMBL1811 P34995 Prostanoid EP1 receptor 89.16% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.85% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.73% 99.17%
CHEMBL230 P35354 Cyclooxygenase-2 83.89% 89.63%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 82.59% 87.67%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 81.06% 98.11%
CHEMBL2581 P07339 Cathepsin D 80.56% 98.95%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Macaranga sinensis

Cross-Links

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PubChem 14427349
LOTUS LTS0253894
wikiData Q105257290